CHEBI:131941 - validoxylamine A

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ChEBI Name validoxylamine A
Definition An amino cyclitol that is (1R,2S,3S,4S,6R)-4-amino-6-(hydroxymethyl)cyclohexane-1,2,3-triol in which one of the hydrogens attached to the nitrogen is replaced by a (1R,4R,5R,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H25NO8
Net Charge 0
Average Mass 335.351
Monoisotopic Mass 335.15802
InChI InChI=1S/C14H25NO8/c16-3-5-1-7(11(20)13(22)9(5)18)15-8-2-6(4-17)10(19)14(23)12(8)21/h1,6-23H,2-4H2/t6-,7+,8+,9-,10-,11+,12+,13+,14+/m1/s1
SMILES C1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)N[C@@H]2[C@@H]([C@H]([C@@H](C(=C2)CO)O)O)O
Metabolite of Species Details
Streptomyces hygroscopicus subsp. limoneus (NCBI:txid264445) See: PubMed
Apis cerana (NCBI:txid7461) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibiotic insecticide

animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
EC (alpha,alpha-trehalase) inhibitor
An EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the action of alpha,alpha-trehalase (EC
Application(s): antibiotic insecticide

View more via ChEBI Ontology
ChEBI Ontology
Outgoing validoxylamine A (CHEBI:131941) has functional parent validamine (CHEBI:30449)
validoxylamine A (CHEBI:131941) has role animal metabolite (CHEBI:75767)
validoxylamine A (CHEBI:131941) has role antibiotic insecticide (CHEBI:39208)
validoxylamine A (CHEBI:131941) has role bacterial metabolite (CHEBI:76969)
validoxylamine A (CHEBI:131941) has role EC (α,α-trehalase) inhibitor (CHEBI:83762)
validoxylamine A (CHEBI:131941) is a amino cyclitol (CHEBI:61689)
validoxylamine A (CHEBI:131941) is a secondary amino compound (CHEBI:50995)
validoxylamine A (CHEBI:131941) is conjugate base of validoxylamine A(1+) (CHEBI:111505)
Incoming validoxylamine A(1+) (CHEBI:111505) is conjugate acid of validoxylamine A (CHEBI:131941)
Synonym Source
(+)-validoxylamine A ChEBI
Manual Xref Database
CPD-9669 MetaCyc
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Registry Numbers Types Sources
2168717 Reaxys Registry Number Reaxys
38665-10-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16377847 PubMed citation Europe PMC
17120091 PubMed citation Europe PMC
18943474 PubMed citation Europe PMC
21766819 PubMed citation Europe PMC
22008983 PubMed citation Europe PMC
23028689 PubMed citation Europe PMC
23340099 PubMed citation Europe PMC
2380116 PubMed citation Europe PMC
6548220 PubMed citation Europe PMC
Last Modified
03 July 2018
General Comment
2016-05-17 See also: doi:10.1016/j.catcom.2005.10.004